Planetary analog simulations are a powerful exercise for understanding the utility of deployable instruments, their operational protocols, and the visualization of data products during ExtraVehicular Activities (EVAs). This paper presents results of a field campaign by the Remote, In Situ and Synchrotron Studies for Science and Exploration-2 (RISE2) team to Kilbourne Hole, New Mexico in March/April 2023 to test the utility of a portable thermal infrared (TIR) hyperspectral imager (HSI) during four EVA simulations. The HSI provides emitted radiance spectra from 7 to 14 µm to map composition, which aids in sample selection. Four pairs of analog astronauts performed a mock EVA at three stations with field deployable instruments including the HSI. The HSI was found to be a useful tool for performing reconnaissance observations, field site documentation, and sample selection for visibly indistinct materials. From these analog simulations we prioritize two recommendations for use of HSI in crewed missions. First, HSI-derived data products should be tailored for the specific science objectives and/or sampling objectives of the mission to expedite interpretation and decision-making. Second, pre-EVA reconnaissance using HSI data collected from a remotely operated rover could further enhance the usability of HSI products.